Hydrochloric Acid → 4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

HRID 893423ノート

反応式

HRID 893423 の反応式
[C:1]12([C:11]3[CH:16]=[C:15](Br)[CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[Mg].II.CN([CH:26]=[O:27])C.Cl>C1COCC1.ClCCl>[C:1]12([C:11]3[CH:16]=[C:15]([CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[CH:26]=[O:27])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 807IodineHCID 6228DimethylformamideHCID 32850241-(5-Bromo-2-methoxyphenyl)adamantaneHCID 5462224Magnesium

生成物 1

HCID 540295304-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

11.09 g (37 mmoles) of 2-(1-adamantyl)-4-bromo anisole dissolved in 85 ml of THF are slowly added to 1 g of magnesium and an iodine crystal. At the beginning of the addition, the reaction mixture is heated until the reaction begins, then the remainder of the solution is added in a manner to maintain a regular reflux. This reaction mixture is heated at reflux for 30 minutes after the end of the addition at which point 2.70 g (37 mmoles) of dry DMF are added. The reaction mixture is then stirred for 30 minutes without heating and then poured into 300 ml of mixture of 2N aqueous HCl and dichloromethane.

後処理

  1. additionAt the beginning of the addition
  2. temperaturethe reaction mixture is heated until the reaction
  3. additionthe remainder of the solution is added in a manner
  4. temperatureto maintain a regular reflux
  5. temperatureThis reaction mixture is heated
  6. temperatureat reflux for 30 minutes
  7. additionare added
  8. temperaturewithout heating

出典と根拠

ORDレコード
ord-fa60f78362154f5285f9abec6361d351
出典データセット
uspto-grants-1992_06
特許番号
US05124473

反応ノート

読み込み中…